Ammonium Chloride → 9-Chloro-5-methoxycarbonylmethyl-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

関与物質

役割	名称	HCID	仕込み量
反応物	Ammonium Chloride	HCID 25517	—
反応物	Methyl 2-(9-bromo-2,3-dioxo-2,3,6,7-tetrahydro-1H,5H-pyrido[1,2,3-de]quinoxalin-5-yl)acetate	HCID 10066635	—
溶媒	Dimethyl Sulfoxide	HCID 679	—
生成物	9-Chloro-5-methoxycarbonylmethyl-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione	HCID 53683186	27%

反応条件

温度	160 °C

反応手順

A mixture of 9-bromo-5-methoxycarbonylmethyl-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (530 mg, 1.50 mmol) and cuprous chloride (1.0 g, 10.1 mmol) in dimethyl sulfoxide (5 mL) was heated at 160° C. for 4.5 h and poured into 1N aqueous ammonium chloride (200 mL). The mixture was extracted with a mixed solvent of THF and ethyl acetate (600 mL). The extract was washed with 1N aqueous ammonium chloride (200 mL×2) and brine (200 mL), dried over magnesium sulfate, and concentrated. The residue was recrystallized from ethanol to give 125 mg of the title compound (27%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US05719152
出典データセット	uspto-grants-1998_02
ORD ID	ord-77e566f919354158952c06c100c18b5f
出典メモ	uspto-grants-1998_02